5-Chlorouracil

5-Chlorouracil
Names
	Preferred IUPAC name 5-Chloropyrimidine-2,4(1H,3H)-dione
Identifiers
CAS Number	1820-81-1;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:60762;
ChEMBL	ChEMBL144082;
ChemSpider	14985;
ECHA InfoCard	100.015.763
EC Number	217-339-7;
PubChem CID	15758;
UNII	7LQ4V03RNY;
CompTox Dashboard (EPA)	DTXSID7075137 ;
	InChI InChI=1S/C4H3ClN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9) Key: ZFTBZKVVGZNMJR-UHFFFAOYSA-N;
	SMILES C1=C(C(=O)NC(=O)N1)Cl;
Properties
Chemical formula	C4H3ClN2O2
Molar mass	146.53 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

5-Chlorouracil is an organochlorine compound that is a chlorinated version of the nucleobase uracil.^[1] It is a marker for DNA damage caused by hypochlorous acid.^[2] In vivo, it is converted into mutagenic chlorodeoxyuridine.^[3]

References

^ PubChem. "5-Chlorouracil". pubchem.ncbi.nlm.nih.gov. Retrieved 2025-10-23.
^ Jiang, Qing; Blount, Ben C.; Ames, Bruce N. (2003-08-29). "5-Chlorouracil, a Marker of DNA Damage from Hypochlorous Acid during Inflammation: A GAS CHROMATOGRAPHY-MASS SPECTROMETRY ASSAY*". Journal of Biological Chemistry. 278 (35): 32834–32840. doi:10.1074/jbc.M304021200. ISSN 0021-9258. PMID 12810714.
^ "5-Chlorouracil (CAS 1820-81-1)". www.caymanchem.com. Retrieved 2025-10-23.

[1] PubChem. "5-Chlorouracil". pubchem.ncbi.nlm.nih.gov. Retrieved 2025-10-23.

[2] Jiang, Qing; Blount, Ben C.; Ames, Bruce N. (2003-08-29). "5-Chlorouracil, a Marker of DNA Damage from Hypochlorous Acid during Inflammation: A GAS CHROMATOGRAPHY-MASS SPECTROMETRY ASSAY*". Journal of Biological Chemistry. 278 (35): 32834–32840. doi:10.1074/jbc.M304021200. ISSN 0021-9258. PMID 12810714.

[3] "5-Chlorouracil (CAS 1820-81-1)". www.caymanchem.com. Retrieved 2025-10-23.

[1]

[2]

[3]

See also

References